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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20247Generated: October 29, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59347389, compound

https://huagongshe.com/reaction/20247

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2S)-3-[(6-chloro-2-naphthyl)sulfonyl]-2-hydroxypropionic acidHCID 66854329—
ReactantHCID 68419696HCID 68419696—
SolventDimethylformamideHCID 6228—
ProductHCID 59347389HCID 5934738966.6%

Reaction Steps

To a solution of N-(3,3-diethoxypropyl)-N-piperidin-4-yl urea (7.79 g) obtained in Example 46a), HOBt (4.81 g) and (2S)-3-[(6-chloro-2-naphthyl)sulfonyl]-2-hydroxypropionic acid (9.88 g) in DMF (200 mL) was added WSC (6.02 g) at room temperature. The mixture was stirred at room temperature overnight, and DMF was distilled off under reduced pressure. The residue was diluted with chloroform, washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (from ethyl acetate to ethyl acetate/ethanol=97/3) to obtain the title compound (9.41 g, 52%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745623B2
Source datasetuspto-grants-2010_06
ORD IDord-b2decc13343343dcad0876c97cb8c79c
Source noteuspto-grants-2010_06